Freighter Expedition
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Kahana Crew
Gault
Captain Gault
Played By: Grant Bowler
The captain of the freighter Kahana sent by Widmore to find the island and Benjamin Linus. He is originally seen as antagonistic and untrustworthy, but he later becomes an ally of Desmond and Sayid, allowing them the freighter's zodiac boat to ferry castaways from the island to the freighter after he becomes concerned at the lengths Keamy is willing to go to secure Ben.
- Bad Boss: Subverted; he's first seen beating the snot out of a crewman who tried to visit the Island out of boredom, but given the harmful effects even being near the Island are causing several of Gault's crew, effects made worse by getting closer to the Island, his actions are closer to tough love than any kind of cruelty. When the time comes to stand up to Keamy, Gault doesn't hesitate to draw a gun in defense of his crew.
- Badass Longcoat: Wears a long sweeping coat.
- Character Death: When Gault tries to stop Keamy from going to the island to carry out his mission, the crazed mercenary pulls a gun and shoots him in the heart. Gault dies instantly.
- The Good Captain: Of the Kahana. He turns out to be a decent man, as opposed to an untrustworthy villain like many assumed he would be.
- Good Is Not Nice: Gault is a hard-ass, but a good man at heart.
- Jerk with a Heart of Gold: He appears aggressive and callous, but Gault actually does try to do the right thing despite his tough exterior.
- Killed Mid-Sentence: Keamy shoots him in the heart when Gault turns to ask another mercenary what Keamy has strapped to his arm.
- Punctuated Pounding: While beating up his crew members.
- Screw the Rules, I'm Doing What's Right!: Despite Widmore's orders, Gault rescues Desmond and Sayid before trying to stop Keamy himself.
Minkowski
George Minkowski
"I can't get back!"
Played By: Fisher Stevens
"...someone sabotaged all the equipment...I probably could have fixed it, but then...then I went nuts."
The communications officer aboard Widmore's freighter. Though he at first obstructs the survivors' attempts to contact the outside world, he later assists Desmond in calling Penny. He ultimately dies of temporal displacement on the boat. He later appears in the Sideways world as Desmond's driver, where he gives him the Oceanic 815 manifest.
- Butt-Monkey: In his physical appearance, he becomes sick and gets restrained. He keeps going through his horrible time displacement illness before finally dying.
- Character Death: Minkowski is unfortunately unable to find his constant, and dies from temporal displacement.
- Deadly Nosebleed: A symptom of his temporal displacement.
- Deadpan Snarker: He even makes jokes about his own Sanity Slippage.
- The Driver: For Desmond in Season 6.
- Hookers and Blow: What he offers Desmond in Season 6. Des is mildly weirded out and declines.
- Nice Guy: Basically a pleasant, goodhearted man who tries to make friends with 'Kevin'.
- Plucky Comic Relief: In his Season 6 appearance.
- Voice with an Internet Connection: Serves as this to the freighter crew who travel to the Island, communicating with them via their satellite phones.
- Sanity Slippage: Minkowski is actually sane, but the temporal displacement makes him appear crazy to the average person.
- We Hardly Knew Ye: The audience learns very little about him before he succumbs to the temporal displacement.
Ray
Ray
"I said I'm just a doctor."
Played By: Marc Vann
A physician who served aboard the freighter Kahana.
- Asshole Victim: Of Keamy. He was such a jerk that he isn't mourned much.
- Bald of Evil: Although he isn't so much evil as callous and lazy.
- Character Death: Keamy cuts his throat and tosses him overboard, mostly to prove a point to Frank.
- Doomed by Canon: One of the oddest uses of this trope ever made; due to the Timey-Wimey Ball surrounding the Island, we see his dead body days before we see what killed him, so for most of his appearances it's clear that he's a dead man walking.
- Four Eyes, Zero Soul: He wears a thin pair of glasses, and as stated he's borderline evil.
- Dr. Jerk: He has no interest in his 'patients', dismissing them as 'crazy' and not even trying to help them. Ray gives off the impression of desperately not wanting to be on the ship, and tries to do as little actual work as possible.
- Slashed Throat: By Keamy.
- Surprisingly Sudden Death: In a way. His body appeared before his death (due to time difficulties), but his death is sudden and violent.
- You Have Outlived Your Usefulness: Keamy kills him merely to prove a point, although his failure to save one of Keamy's wounded mercenaries may have contributed.
Regina
Regina
Played By: Zoë Bell
A crew member aboard the Kahana.
- Character Death: Suffering from cabin fever, Regina covers herself in chains and jumps into the ocean.
- Driven to Suicide: By her cabin fever. She weighs herself down with chains and jumps into the sea.
- Mauve Shirt: She exists mostly to show how badly circumstances on the freighter have deteriorated.
- Sanity Slippage: As part of the cabin fever brought on by the island, she started to go crazy. Frank caught her reading a book upside-down.
- Voice with an Internet Connection: After Minkowski gets sick.
- We Hardly Knew Ye: She made an extremely brief appearance before dying.
Kevin Johnson
Alias of Michael Dawson. See Main Survivors
Mercenary Team
Naomi
Naomi Dorrit
"This is a high risk covert op in unstable territory. It's dodgy enough without having to babysit a headcase, ghost buster, anthropologist and a drunk."
Played By: Marsha Thomason
Recruited by Matthew Abaddon and employed by Charles Widmore, Naomi is the leader of the group on a mission to capture Ben Linus and remove him from the island. She is the first to arrive on the island and tells the Oceanic survivors of the freighter Kahana. While she claims she is there to rescue Desmond Hume, her true mission is later revealed. Naomi dies of her wounds after Locke throws a knife into her back.
- Action Girl: She was able to climb a tree while dying from a knife wound, and leaps from the tree to get the drop on Kate.
- Dark Action Girl: According to Ben, although we never see her do anything truly evil aside from working for Widmore while having knowledge of his tendency to murder people.
- Ambiguously Evil: She was hired by then-Big Bad Charles Widmore, lied about the nature of her mission to the survivors, and Ben claims that she's extremely dangerous, but Naomi also seemingly helps the survivors with no obvious ill intent, and she doesn't seem to be affiliated with the definitely malicious Keamy beyond their mutual employer. Whether or not Naomi was genuinely well-intentioned is an answer that she takes to her grave.
- Character Death: Locke knifes Naomi in the back. She survives for a few hours afterwards, even managing to get a warning out to the freighter, but then dies from her injuries.
- Deadpan Snarker: She has her share of snarky lines.Naomi: Jack, can I ask you a question?Jack: Sure.Naomi: What did you do for a living before you became Moses?
- Exact Words: When she brings Miles to see a dead body in the back of a restaurant.Miles: You did say you were taking me out to dinner.Naomi: No, I said I was taking you to a restaurant.
- In the Back: With a knife, from Locke.
- Made of Iron: She manages to survive a punctured lung and a knife to the back for quite a while.
- Private Military Contractors: Naomi is more mercenary than anything else.
- Omniglot: She's fluent in several different languages.
Keamy
Martin Christopher Keamy
Played By: Kevin Durand
Keamy: What kind of guy do you think I am?
Ben: Martin Christopher Keamy — former first sergeant, United States Marine Corps, served with distinction from 1996 to 2001, but since then, you've worked with a number of mercenary organizations, specifically in Uganda. So I know exactly what kind of man you are, Mr. Keamy, and we can dispense with the formalities.
Keamy: Okay, Ben. You got it.
The lead mercenary on the Kahana and a former Marine. Keamy leads a team onto the island to find Ben, killing Karl and Danielle Rousseau and later executing Alex in front of Ben. Keamy eventually tracks Ben down and is stabbed to death by him. His death causes the freighter to explode via a fail-deadly switch which monitors his heartbeat.
- All Devouring Black Hole Loan Sharks: In the flash-sideways.
- Ax-Crazy: Keamy becomes increasingly unhinged as he goes back and forth between the island and the freighter. Gault suggests he's suffering from the same cabin fever that affected Regina and Minkowski.
- Bitch in Sheep's Clothing: He seems perfectly pleasant when he's first introduced. That is not the case.
- Bullying the Dragon: He seems to think that he could get away with shooting Alex right in front of her father's eyes. Instead, Ben calls the Monster in for help and almost all of his forces get completely curb-stomped.
- Character Death: Keamy follows Ben down to the Orchid. After being distracted briefly by Locke, Ben knocks him to the ground with his baton and stabs him in the neck with Keamy's own knife.
- Crazy-Prepared: Keamy packs all manner of weaponry, has body armor, loads the ship with C4 and straps himself with a Dead Man's Switch.
- Dead Man's Switch: Straps one to his arm. If his heart stops beating, the freighter explodes and kills everyone on it.
- Deadpan Snarker: Keamy tends to respond to protests with a deadpan retort.Gault: The reason there are two keys is we're only supposed to open the safe together.Keamy: You're here, aren't you?
- Defiant to the End: Even as he's bleeding out on the floor, Keamy taunts Ben.
- Dirty Coward: Keamy uses a Dead Man's Switch to ensure his own protection, kicks a grenade towards his own right-hand man to save himself, and in the flash-sideways, starts trying to bargain with Sayid the instant that the tables turn.
- Dragon-in-Chief: Technically, Keamy is supposed to be subservient to Gault, since he's the captain of the freighter. However, it soon becomes clear that Gault has no real control or authority over him, and Keamy is a far greater threat to the survivors. The first time Gault manages to challenge Keamy, Keamy kills him, effectively declaring himself the new captain.
- Establishing Character Moment: Keamy first appears enthusiastically shooting skeet with Omar, announcing "kill shot!" after he hits one. If that didn't make what kind of person he is clear to the audience, upon arriving on the Island, he and his men shoot the unarmed Karl unprovoked and do the same to Danielle when she tries to grab Alex and run.
- Faux Affably Evil: Tries to play this with both Ben and Sayid, but neither of them fall for it, and he quickly drops the pleasantries and gets much more violent.
- From Camouflage to Criminal: According to Ben, Keamy was a sergeant in the Marine Corps before he became a mercenary.
- Hate Sink: Along with Anthony Cooper, one of the only villains with no redeeming features whatsoever.
- The Heavy: Of Season 4. While Charles Widmore is the true Big Bad of that season, he’s not on the island on threaten the heroes. Keamy, meanwhile, leads the invasion of Dharmaville, kills Alex, and is responsible for blowing up the Freighter.
- Heterosexual Life-Partners: With Omar. Subverted, as Keamy has no reaction to Omar's death, despite the fact that he caused it.
- Hypocrite: Keamy derisively calls Richard a coward for shooting him in the back, which is a bit rich coming from a man wearing a Dead Man's Switch connected to a massive pile of C4, intended to kill dozens of innocent people, to prevent anyone from killing him, and who had kicked a grenade towards one of his own men to save his own life.
- I Shall Taunt You: It backfires. He tries to lure Ben out with taunts, but is briefly distracted by Locke. Ben seizes the opportunity to attack from behind and smash him across the head with his baton before stabbing him in the neck.
- Implacable Man: It's tough to take this guy down; the Smoke Monster, the Others and Sayid only slow him.
- Jerkass: BIG TIME! Even the show's main Big Bad is more sympathetic than this guy.
- Karmic Death: Killed by the father of the girl he shot in cold blood. In the flash-sideways, he's killed by the brother of the man he extorted and hurt.
- Lack of Empathy: None of Keamy's crimes provoke any response from him; after killing Alex (whose sobbing pleas don't do a thing to Keamy), he just turns and walks away without a word, he slashes Dr. Ray's throat without so much as blinking, and he outright smiles when showing off the Dead Man's Switch that will kill everyone on the Freighter if he dies.
- More Despicable Minion: Widmore is in no way a good person, but he at least has some lines he won't cross, and he genuinely loves his daughter. Keamy, in contrast, is a rabid psychopath with no redeeming qualities, showing no emotion when he kills one of his loyal troops.
- Noodle Incident: Whatever he did in Uganda was significant enough for Ben to draw attention to it, and for Keamy to be surprised that Ben is aware of it.
- Politically Incorrect Villain: Keamy derisively refers to Richard as Ben's "boyfriend" as an insult.
- Private Military Contractors: He's worked with various mercenary groups.
- Psycho for Hire: Absolutely. Ben implies he's committed atrocities in Uganda.
- Psychotic Smirk: Has a whole selection of this, complete with lip twitch.
- Rasputinian Death: Keamy is beaten, stabbed and shot in the back. It takes multiple stabbings to the neck to kill him.
- Semper Fi: He was a marine prior to his discharge.
- Sociopathic Soldier: Brutal, efficient, well-trained and willing to kill anybody who gets in his way.
- Tyrant Takes the Helm: After killing Gault, Keamy effectively assumes command of the Kahana.
- Unfriendly Fire: When one of the Others throws a grenade at his feet, he kicks it straight to his second in command Omar, where it blows up at his feet and kills him instead.
- Villainous Friendship: With Omar.
- Would Hurt a Child: He's perfectly happy to lead an attack on The Barracks even after being alerted that a baby is amongst the innocents there. He also shoots Alex in cold blood right before her father's eyes (As you've seen above...it didn't end well for him).
Omar
Omar
Keamy: "Omar is loyal but he lacks attention to detail."
Played By: Anthony Azizi
One of the mercenaries sent by Charles Widmore to the Island aboard the freighter Kahana.
- All Devouring Black Hole Loan Sharks: In the flash-sideways.
- Bald of Evil: His head is shaved bald.
- Beard of Evil: In the flash-sideways.
- Character Death: When a grenade lands near him, Keamy kicks it away. It lands at Omar's feet, blowing him up.
- Heterosexual Life-Partners: With Keamy. Their guy-love transcends death.
- Oh, Crap!: When Keamy kicks a grenade over to him, his expression is something to behold.
- Number Two: To Keamy, who himself is one to Widmore.
- Private Military Contractors: He's a mercenary, like his boss Keamy.
- The Quiet One: He gets a few more lines in Purgatory.
- Sociopathic Soldier: Like Keamy and the rest of the mercenaries.
- Undying Loyalty: To Keamy. It isn't quite reciprocated.
- Villainous Friendship: With Keamy.
Science Team
Miles
See Main Freighter
Frank
See Main Freighter
Faraday
See Main Freighter
Charlotte
See Main Freighter
